反应详情

MeMgBr (352 mL, 1.1 mol, 3 mol/L) was added dropwise slowly to a stirred solution of trans-N-methoxy-N,4-dimethylcyclohexanecarboxamide (130 g, 0.7 mol) in THF (1.2 L) at 0° C. The mixture was stirred at room temperature for 2 hours. TLC showed no starting material (petroleum ether/ethyl acetate=5:1) left. The mixture was cooled to 0-5° C., and quenched by the addition of saturated NH4Cl (0.1 L) and H2O (2 L). The mixture was extracted with ethyl acetate twice. The combined organic layer was washed with brine and dried over Na2SO4, filtered and concentrated under reduced pressure to give crude 1-(trans-4-methylcyclohexyl)ethanone, which was used for the next step without further purification. 1H NMR (400 MHz, CDCl3) δ: 2.27-2.19 (m, 1H), 2.10 (s, 3H), 1.90 (d, J=12.8 Hz, 2H), 1.70 (d, J=12.8 Hz, 2H), 1.35-1.23 (m, 3H), 0.96-0.85 (m, 5H).

1. waitleft
2. temperatureThe mixture was cooled to 0-5° C.
3. customquenched by the addition of saturated NH4Cl (0.1 L) and H2O (2 L)
4. extractionThe mixture was extracted with ethyl acetate twice
5. washThe combined organic layer was washed with brine
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure